6-(5-Iodoethynyl-2,6-dimethoxy-pyrimidin-4-yl)-hex-5-ynal | 318292-95-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 三嗪类
• 英文名称: 6-(5-Iodoethynyl-2,6-dimethoxy-pyrimidin-4-yl)-hex-5-ynal
• CAS: 318292-95-4
• 化学式: C₁₄H₁₃IN₂O₃
• 分子量: 384.173
• InChiKey: GZVLETYCBOKUDO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.96
• 重原子数：
  20.0
• 可旋转键数：
  5.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  61.31
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  6-(5-Iodoethynyl-2,6-dimethoxy-pyrimidin-4-yl)-hex-5-ynal 在 chromium dichloride 、 nickel dichloride 作用下， 以 四氢呋喃 为溶剂， 以65%的产率得到2,4-Dimethoxy-5,6,11,12-tetradehydro-7,8,9,10-tetrahydrocyclodeca[d]pyrimidin-7-ol
  参考文献：
  名称：

  Photochemical and Thermal Bergman Cyclization of a Pyrimidine Enediynol and Enediynone

  摘要：

  Novel 10-membered pyrimidine enediynes (3 and 4) were synthesized in seven and eight steps, respectively. These compounds were compared for their abilities to undergo Bergman cyclization both thermally and photochemically, Alcohol 3 readily cyclized both thermally and photochemically in (PrOH)-Pr-i, while ketone 4 only showed efficient thermal cyclization, Both compounds were also shown to cleave dsDNA under the appropriate conditions.

  DOI：

  10.1021/ol006061j
• 作为产物：
  描述：

  6-氯-2,4-甲氧基嘧啶 在 四(三苯基膦)钯 N-碘代丁二酰亚胺 、 copper(l) iodide 、 四丁基氟化铵 、 silver nitrate 、 二异丙胺 、 pyridinium chlorochromate 作用下， 以 四氢呋喃 、 二氯甲烷 、 丙酮 、 三氟乙酸 为溶剂， 反应 38.5h， 生成 6-(5-Iodoethynyl-2,6-dimethoxy-pyrimidin-4-yl)-hex-5-ynal
  参考文献：
  名称：

  Photochemical and Thermal Bergman Cyclization of a Pyrimidine Enediynol and Enediynone

  摘要：

  Novel 10-membered pyrimidine enediynes (3 and 4) were synthesized in seven and eight steps, respectively. These compounds were compared for their abilities to undergo Bergman cyclization both thermally and photochemically, Alcohol 3 readily cyclized both thermally and photochemically in (PrOH)-Pr-i, while ketone 4 only showed efficient thermal cyclization, Both compounds were also shown to cleave dsDNA under the appropriate conditions.

  DOI：

  10.1021/ol006061j